Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C26H26N2O3 |
| Molecular Weight | 414.4962 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=CC=C2C[C@H]3N(CC4CC4)CC[C@@]56[C@@H](OC1=C25)C7=C(C[C@@]36O)C8=C(N7)C=CC=C8
InChI
InChIKey=WIYUZYBFCWCCQJ-IFKAHUTRSA-N
InChI=1S/C26H26N2O3/c29-19-8-7-15-11-20-26(30)12-17-16-3-1-2-4-18(16)27-22(17)24-25(26,21(15)23(19)31-24)9-10-28(20)13-14-5-6-14/h1-4,7-8,14,20,24,27,29-30H,5-6,9-13H2/t20-,24+,25+,26-/m1/s1
| Molecular Formula | C26H26N2O3 |
| Molecular Weight | 414.4962 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Naltrindole is a highly potent, highly selective delta opioid receptor antagonist. It is predominantly used as a molecular probe in biomedical studies exploring the manipulation of delta opioid receptors. Naltrindole was shown to inhibit cancer cell growth in vitro; potentially through a nonopioid receptor-dependant mechanism.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Characteristics and comparative severity of respiratory response to toxic doses of fentanyl, methadone, morphine, and buprenorphine in rats. | 2009-12-15 |
|
| Modulation of MDMA-induced behavioral and transcriptional effects by the delta opioid antagonist naltrindole in mice. | 2009-07 |
|
| Role of mu- and delta-opioid receptors in the nucleus accumbens in cocaine-seeking behavior. | 2009-07 |
|
| Mechanistic investigation of N,N-diethyl-4-(phenyl-piperidin-4-ylidenemethyl)-benzamide-induced insulin depletion in the rat and RINm5F cells. | 2008-09 |
|
| Cannabidiol is an allosteric modulator at mu- and delta-opioid receptors. | 2006-02 |
|
| Involvement of the opioid system in the effects induced by nicotine on anxiety-like behaviour in mice. | 2005-09 |
|
| Effect of systemic FR140423, a new analgesic compound, in a rat model of postoperative pain: contribution of delta-opioid receptors. | 2003-10-16 |
|
| Mu- and delta-opioid receptor antagonists reduce levodopa-induced dyskinesia in the MPTP-lesioned primate model of Parkinson's disease. | 2001-09 |
|
| G-protein-coupled receptor heterodimerization modulates receptor function. | 1999-06-17 |
|
| Standard binding and functional assays related to medications development division testing for potential cocaine and opiate narcotic treatment medications. | 1998-03 |
|
| Involvement of opioid mu 1 receptors in morphine-induced conditioned place preference in rats. | 1997-09 |
|
| Naltrexone, naltrindole, and CTOP block cocaine-induced sensitization to seizures and death. | 1997 |
|
| Effects of selective opioid receptor antagonists on morphine-induced changes in striatal and limbic dopamine metabolism. | 1995-09 |
|
| Pharmacological characterization of the cloned kappa-, delta-, and mu-opioid receptors. | 1994-02 |
|
| Molecular cloning and expression of a rat kappa opioid receptor. | 1993-11-01 |
|
| Cloning and functional comparison of kappa and delta opioid receptors from mouse brain. | 1993-07-15 |
|
| Characterization of [3H]naltrindole binding to delta opioid receptors in rat brain. | 1992 |
|
| Design of peptidomimetic delta opioid receptor antagonists using the message-address concept. | 1990-06 |
|
| Naltrindole, a highly selective and potent non-peptide delta opioid receptor antagonist. | 1988-01-27 |
Sample Use Guides
Naltrindole (0.5 and 1 mg/kg) antagonized swim-stress-induced antinociception in adult and 25-day old rats; but in 20-day old rats, naltrindole (1 mg/kg) had no effect.
Route of Administration:
Intraperitoneal
Stock solutions of Naltrindole were thawed and diluted in Beltsville-Thawing Solution to 200 micro-M. Three 1:10 serial dilutions were made in Beltsville-Thawing Solution. Subsequently, 200 micro-L of standardized Boar Sperm was added to 200 micro-L of Naltrindole solution. The final concentration of Naltrindole was 100, 10, and 1 micro-M. The Naltrindole-Sperm mixtures were incubated at 38 deg-C with shaking, and 25 micro-L aliquots were sampled at 5, 10, 15, 30, and 60 minutes. each aliquot was analyzed for membrane and mitochondrial integrity, including signs of early destabilization, as well as sperm kinematics. Naltrindole did not affect sperm motility at any concentration. However, the highest concentration of naltrindole (100 micro-M) caused a significant decrease in sperm viability after 60 minutes.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:53:21 GMT 2025
by
admin
on
Mon Mar 31 22:53:21 GMT 2025
|
| Record UNII |
G167Z38QA4
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
111555-53-4
Created by
admin on Mon Mar 31 22:53:21 GMT 2025 , Edited by admin on Mon Mar 31 22:53:21 GMT 2025
|
PRIMARY | |||
|
Naltrindole
Created by
admin on Mon Mar 31 22:53:21 GMT 2025 , Edited by admin on Mon Mar 31 22:53:21 GMT 2025
|
PRIMARY | |||
|
G167Z38QA4
Created by
admin on Mon Mar 31 22:53:21 GMT 2025 , Edited by admin on Mon Mar 31 22:53:21 GMT 2025
|
PRIMARY | |||
|
DTXSID60912216
Created by
admin on Mon Mar 31 22:53:21 GMT 2025 , Edited by admin on Mon Mar 31 22:53:21 GMT 2025
|
PRIMARY | |||
|
5497186
Created by
admin on Mon Mar 31 22:53:21 GMT 2025 , Edited by admin on Mon Mar 31 22:53:21 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
DERIVATIVE -> PARENT | |||
|
TARGET -> INHIBITOR |
|
